Technology’s impact on pedagogy has been profound, but while resources such as PowerPoint and class management software make teacher’s jobs easier it is not always clear that technology enhances student learning. This essay presents several web-based assignments that make use of current technology to enhance both student learning and appreciation for philosophical analysis. A web-page creation assignment is introduced that demonstrates how traditional textual analysis can be situated in a unique online context that facilitates greater student engagement and learning. The essay also introduces two novel uses of wikis. A collaborative assignment involving Wikipedia is presented, while the second proposed use of the wiki allows instructors to “close the loop” connecting work done in and outside of class. The latter use of wikis allows instructors to gauge student reactions to a reading before class in order to maximize time spent in class discussing that reading